Influence of pH on electrophoretic behavior of phenothiazines and determination of pKa values by capillary zone electrophoresis

The influence of buffer pH on the electrophoretic behavior of 13 structurally related phenothiazines and determination of pKa values by capillary zone electrophoresis (CZE) were investigated. The results indicate that phenothiazines with a piperazine substituent behave quite differently from those w...

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Bibliographic Details
Published in:Electrophoresis 2003-09, Vol.24 (18), p.3154-3159
Main Authors: Lin, Ching-Erh, Liao, Wei-Ssu, Chen, Kuo-Hsing, Lin, Wann-Yin
Format: Article
Language:English
Subjects:
Buffers
Capillary zone electrophoresis
Cyclodextrins - chemistry
Electrophoresis, Capillary - methods
Hydrogen-Ion Concentration
Phenothiazines
Phenothiazines - analysis
Phenothiazines - chemistry
Piperazines - chemistry
Piperidines - chemistry
pKa determination
Promethazine - chemistry
Stereoisomerism
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Summary:The influence of buffer pH on the electrophoretic behavior of 13 structurally related phenothiazines and determination of pKa values by capillary zone electrophoresis (CZE) were investigated. The results indicate that phenothiazines with a piperazine substituent behave quite differently from those with substituents having an aliphatic side chain or a piperidine moiety over the pH range studied. To separate these phenothiazines, it is preferable to select buffer pH in the range of 2.5–3.5. The pKa values of phenothiazines with three different types of substituents attached at the 10‐position of the phenothiazine ring were determined. The determination of pKa values of phenothiazines allows us to rationalize the influence of buffer pH on the migration behavior of these compounds in CZE.
ISSN:0173-0835
1522-2683
DOI:10.1002/elps.200305559